You're going to sound awkward at first no matter what, the only way to get better is keep doing it.  

We were all awkwardly quiet, a few people were kind of chuckling at him.

once they call you pick up that phone. your first couple of conversations will be awkward as hell but its a fast learning curve that way.

Too many references are going to be made to local areas and unless you have a firm grasp on the local market this maybe awkward.

I'd love to throw my hat into the ring for this one.I've worked hard for everything I have, which makes it awkward for me to tell someone "why me", why I should be considered for such a gift.

I just hate that awkward moment.

I just don't want to be put in an awkward position or put someone else in an awkward position because of my ignorance.Thanks! 

I am not so sure that he is not talking with Lawyer T based on the awkward timing you mentioned.  

This is could be awkward because it means you have to work with them for essentially 2 months while you switch over.

Not knowing anybody I walked around awkwardly for probably 30 seconds before someone saw my name tag and said "Gabe!